Alcohol triphenylmethyl (trityl) ethers were readily and efficiently transformed into the corresponding acetates by reaction with acetyl bromide. Triphenylmethyl ethers can also be transformed into the corresponding substituted acetates in high yields by the use of various substituted acetyl chlorides combined with sodium iodide.
described using triphenylmethanol in the presence of tris(pentafluorophenyl)borane (3 mol %) in dichloromethane at room temperature. The chemoselectivity of this protocol is demonstrated by studying the tritylation of a primary alcohol in the presence of a secondary alcohol and also the mildness of this catalyst was studied with substrates containing acid labile protecting groups.
Bismuth(III) Chloride Catalyzed Efficient and Selective Cleavage of Trityl Ethers
作者:Gowravaram Sabitha、E. Venkata Reddy、R. Swapna、N. Mallikarjun Reddy、J. S. Yadav
DOI:10.1055/s-2004-825602
日期:——
A highly selective and efficient protocol has been developed for detritylation using 5 mol% BiCl 3 in acetonitrile. The cleavage proceeds at room temperature in high yields and the conditions are mild enough to tolerate avariety of acid-base sensitive functional groups.
Facilitated photochemical cleavage of benzylic C–O bond. Application to photolabile hydroxyl-protecting group design
作者:Pengfei Wang、Lei Zhou、Xin Zhang、Xing Liang
DOI:10.1039/b922021f
日期:——
A new photolabile hydroxyl-protectinggroup has been developed by introducing a dimethylamino group to the meta position of an aromatic ring of the traditional trityl (Tr) protecting group.